I'm not sure if this is the issue you're having but I had an issue where Windows kept thinking I was joining a new network every time I would connect to Openvpn. The issue was running the server in bridge mode. The bridge will take the MAC address of the lowest addressed member. I solved this by manually setting the MAC address of the TAP interface to an artificially high number that is beyond any of the possible connected clients on startup. I.E. ifconfig tap0 hw ether ee:ee:**:**:**:** That command is for a linux openvpn server. If this is Windows, you will have to find a way to do it there. Hopefully it helps.